Triethylamine → 5-Chloro-2-(trifluoromethyl)pyrimidine

HRID 852395

Reaktionsgleichung

Reaktionsgleichung von HRID 852395
[F:1][C:2]([F:7])([F:6])[C:3]([NH2:5])=[NH:4].[Cl:8]/[C:9](=[CH:14]\N(C)C)/[CH:10]=[N+](C)C.CCN1C2C(S/C/1=C\C#C/C(/C)=C\C1SC3C(=CC=CC=3)[N+]=1CC)=CC=CC=2.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>C(#N)C.O>[Cl:8][C:9]1[CH:10]=[N:4][C:3]([C:2]([F:7])([F:6])[F:1])=[N:5][CH:14]=1

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 2776882TrifluoroacetamidineHCID 6477909HCID 6477909, VerbindungHCID 10590808HCID 10590808, Verbindung

Produkt 1

HCID 336979605-Chloro-2-(trifluoromethyl)pyrimidineAusbeute 56,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 4.70 g (85% purity, 35.65 mmol) of trifluoroacetamidine and 10.93 g (35.65 mmol) of ((Z)-2-chloro-3-dimethylamino-allylidene)-dimethyl-ammonium; hexafluoro phosphate [Davies, Ian W.; Marcoux, Jean-Francois; Wu, Jimmy; Palucki, Michael; Corley, Edward G.; Robbins, Michael A.; Tsou, Nancy, Ball, Richard G.; Dormer, Peter; Larsen, Robert D.; Reider, Paul J, Journal of Organic Chemistry 2000, 65(15), 4571-4574] in 70 ml acetonitrile was treated with 4.33 ml (42.78 mol) of triethylamine and stirred for 4 h at room temperature. The reaction was poured into 250 ml of water and extracted with ether (three times). The organic phases were washed with water (two times), dried (Na2SO4) and carefully evaporated to give 3.66 g of the title compound as an orange volatile liquid.

Aufarbeitung

  1. extractionextracted with ether (three times)
  2. washThe organic phases were washed with water (two times)
  3. dry with materialdried (Na2SO4)
  4. customcarefully evaporated

Quellen und Nachweise

ORD-Eintrag
ord-7671513651e443afa296bc72042681e4
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253192B2

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